Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
List
Map

Kihei Beach Retreat: Ocean Views and Sandy Feet!

Experience Maui's charm in our 2-bed, 2-bath condo, directly managed by us for a personal touch. Just steps from top beaches and snorkeling, with stunning ocean and West Maui Mountain views. Enjoy our resort-style amenities including a pool, hot tubs, game room, and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Top floor condo with ocean & mountain views. Ask about last min discounts! <br>

Breathtaking ocean and majestic Haleakala mountain views. This is a highly sought after, beautifully updated two bedroom, two bathroom condo. The Maui Banyan is prime location - across the street from the soft sand of Kamaole Beach 2. This white sandy beach is perfect...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

KBM Resorts | FREE CAR | Papakea | Oceanfront | 1-Bedroom Corner Unit with Unobstructed views! PKA-201

Oceanfront 1BR corner condo at Papakea with wraparound views, updated interiors, full kitchen, and private lanai. Enjoy pools, tennis, beach gear, and top snorkeling right outside your door.** Limited Time Special Offer: Book any KBM rental home in Hawaii for 6 nights...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kaanapali, Hawaii

Marriott Waiohai Beach Club: luxury 2 bedroom on Poipu Beach oceanfront resort

Please choose a Friday through Sunday check-in and enjoy a seven-night stay.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates reflect garden/island views. Ocean view/oceanfront villas...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Koloa, Hawaii

Spacious Hawaiian Cottage Suite in the Upcountry of Maui!

This very spacious ocean and pool view cottage has everything you need to truly relax andenjoy the serenity of Maui. Designed in a vintage Hawaiian theme with a modern twist, thisroom offers a unique tribute to the great Hawaiian Surfer, Duke Kahanamoku. The cottage...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 makawao, Hawaii

Relax near Port of Hilo, charming Hakalau apartment

In this quaint Hawaiian village, our cozy home provides a peaceful escape during your upcoming trip. Imagine waking up to stunning water views and spending your days exploring the nearby attractions, such as the Port of Hilo, Coconut Island Park, and the breathtaking...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 HAKALAU, Hawaii

Kitchen and Bath Remodel! - Ocean Front - Central Air - Featured on Today Show

Major kitchen and two bathroom remodel Includes new appliances, granite countertops, custom stone and ceramic tile work. New leather sofa and loveseat. Owner-operated and continually updated! Excellent rental history and outstanding guest reviews.Unwind at this...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Maui Resort Rentals: Honua Kai Konea 713 - Stunning 7th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan

Konea 713 is among a class of the most sought after two bedroom floor plans at Honua Kai. What distinguishes this column in the Konea interior are the direct ocean views from virtually every interior vantage point of the suite. This premier two bedroom boasts a spacious...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Ocean View Kona Hideaway - Pool - Sleeps up to 8

The Kona Hideaway is a beautiful private one acre home... It has a 180 degree ocean view and lots of privacy. Pool , fruit orchard with mango , papaya ,orange grape fruit and much more .Also, ping pong , weight equipment and lots of beach chairs pool and beach toys and...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Kapalua Bay Villa 26G2 Gold Oceanfront 1 Bedroom

- Villa closest to Oneloa Beach- One level condo with 17 stairs between parking and front door- Travertine tile floors in living room, dining room, kitchen and bathroom and carpet in bedroom- Contemporary galley kitchen with granite counters and stainless steel...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Ehukai Beach Hale: Newly Remodeled Ocean View Home With A/C, Steps From Pipeline

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.This newly remodeled Haleiwa vacation rental...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Haleiwa, Hawaii

Punahele Penthouse Luxury Condo

Punahele Penthouse Condo will fast become your favorite place to stay in Kailua-Kona! Punahele Penthouse is on the 7th (top) floor of the Kona Ali'i Condo Complex which is located in the heart of Kailua-Kona. You're within walking distance to many attractions,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Sweeping ocean views from this beautiful top floor oceanfront unit!.

Recently remodeled, unit 602 has everything you need to enjoy your stay on Maui. When you stop gazing at the ocean you will notice the comfortable furnishings, colorful decor, well equipped kitchen with skylight and other amenities that guarantee our guests a wonderful...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Sealodge J7 - 2BR/2BA, 2nd Floor Prime End Unit, Spectacular Oceanfront Views

This idyllic getaway has the absolute best view of any other condo in the complex! It's a perfect place for family vacations, weddings and honeymoons. Spend your evenings lounging on the Lanai, watching the sunset along the Anini reef or relax inside on the punee...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Princeville, Hawaii

Ocean Front Remodel I Menehune Shores 612

Enjoy expansive ocean views from the lanai at this bright and beautifully remodeled oceanfront one bedroom in the heart of Kihei town.Take a dip in the heated pool, or enjoy long walks and a swim at the protected beach just steps from the condo. The lanai is perfect for...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Nihi Kai 422 Summer & Fall Specials-Ocean Views, Five Star Ratings!

OFFERING DISCOUNTS FOR FALL 2025 !!This large 1400 square-foot, two-bedroom, single level, beautifully furnished condo has spectacular ocean views from the front lanai, living room, master bedroom, and kitchen. This third-floor unit has both ocean and mountain views and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Nalu Hanalei - Stunning Hanalei Home Right by the Beach!

Nalu Hanalei – your ultimate Hawaiian getaway! Located just steps away from the world-renowned Hanalei Bay, this luxurious 4-bedroom, 3-bathroom property offers the perfect combination of comfort, convenience, and breathtaking ocean views.As soon as you step into this...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Hanalei, Hawaii

Sugar Beach #131: Front-row views, salty air & instant beach access—pure Maui!

Welcome to Sugar Beach Resort #131 – Your Ultimate Oceanfront Getaway in Maui! *Step into a world of relaxation and serenity at Sugar Beach Resort #131, a beautifully updated ground-floor condo with stunning ocean views and direct access to one of Maui’s most...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Maui, Hawaii

Maui Resort Rentals: Honua Kai Hokulani 526 - 1BR Suite w/ Lush West Maui Mountain Views

Hokulani 526 is a luxurious 5th-floor one-bedroom suite that offers beautiful vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Family-friendly Waikoloa Beach Villa C2 next to pool; walk to beach!

Welcome to our island home-away-from-home! The Big Island is a truly special place with something for everyone – from beaches to walks and hikes to water activities, golf, shopping, and sight-seeing.Waikoloa Beach Villas is adjacent to the Queens and Kings Shops for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

We will block the property for 30 days but you can leave whenever you like

Designer steel, glass and titanium single family with Million Dollar Views, located few minutes from Waikiki, downtown, and walking distance to tropical forest trails.Has the feel of a tree house as you relax among centennial monkey pods.5 bedrooms, 5 + 2 half baths,...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 9
📍 Honolulu, Hawaii

Hale Ohia: Secluded Home w/ Private Pool, Ocean & Mountain Views, BBQ

Welcome to Hale Ohia, where you will feel right at home here in the paradise of Hawaii along Kauai’s stunning North Shore. Located just above the Queen’s Bath tidepool, this 6 bedroom, 3 bathroom 3-story home hosts up to 12 people in a nuanced design that combines...

🛏 6 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Princeville, Hawaii

Uncle Richard's Waikiki Beach Studio w/Parking

Soak up the island vibes from this bright, breezy studio just a short stroll from Waikiki Beach. Nestled among vibrant shops, local eateries, and island nightlife, this modern retreat features a private lanai, fully equipped kitchen, fast Wi-Fi, and free assigned garage...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Beachfront Mana Kai Maui Unit #502

Summary:Premium ocean front condo with the best location (2nd unit from the ocean end of building), on the best beach, and the best part of Maui - the Mana Kai. Located at the north end of Keawakapu Beach, you've got a mile long beach and some of the safest swimming and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

180° Ocean views • Luxe condo • Steps to Beach

Enjoy panoramic ocean & sunset views year round from, Kihei Lani, a 5th floor luxury condo that artfully blends contemporary design, modern amenities and island style. Full, whisper quiet AC in all rooms! Ideally located in Kihei, the condo is right across the street...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Oceanfront condo with lanai, pool, grill, beach gear, smart TV, W/D, partial AC

Lauloa Resort 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking Maalaea Bay, this Lauloa Resort condo is surrounded by swaying palms and the sunshine's rays! When you...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailuku, Hawaii

Poipu Sands 434, 2BD Ocean View, AC in Bdrms, High End Vacation Rental

Aloha from paradise! Take in the breathtaking ocean views while having breakfast on the large lanai (balcony), or listen to waves crash as you drift off to sleep! You'll enjoy a spacious 1353 sq. ft, full kitchen, A/C in bedrooms, and many recent updates! Right on the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Mahana 1119 Early Summer Deal at Luxurious Condo with Panoramic Ocean Views

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Serene Ocean Vw, Pool, 1Bd/1Bth 20% off Feb - Apr

Keep your eye open for last minute discounts!Currently and through September 30, 2025 we are running a special for guests who rent 6 nights, we will give a 7th night free!Kai Moana Hale is a one bedroom one bathroom unit on the second story of a two story building. This...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Wailea Ekahi Village | 35C

Wailea Ekahi 35C is a stunning vacation rental located in the desirable Wailea community. This beautifully appointed one-bedroom, one-bathroom condo offers an ideal blend of comfort and luxury. Make use of the ground floor location to really live an indoor/outdoor...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Wailea, Hawaii

Orchid Hale, A/C, Elegant, Extraordinary Home!

Whether you are traveling with your family, extended family, other couples, best friends or your sweetheart, Orchid Hale is an excellent choice of accommodation. You will always remember the special time you spend here; the spacious elegance, the extravagant feeling of...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

HALII KAI 15B is booked until May 2025! Discounted rates May thru October!!

OCEANFRONT VILLA Handicapped accessible No carpet Open the door Hali'i Kai15B and feel the Aloha greeting of the crashing blue waves! Relax in the serenity of your luxury retreat-the private lanai is on the water's edge-perfect for alfresco dining and the most perfect...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

🏖️Beautifully Furnished | Waikoloa Colony Villas 1503 | AC & WIFI | vrKCV🏖️

vrKCV - Waikoloa Colony Villas 1503, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas, where tropical luxury meets modern convenience. This beautifully furnished 2-bedroom, 2.5-bath townhome is nestled within the gated Waikoloa Colony...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Four Bedroom Oceanfront Estate at Naupaka Place at Waikoloa Beach!

Welcome to Pacific Sunset Villa, home of expansive ocean views and ultimate luxury. This award winning home with 4 bedroom with ensuite bathrooms and 3 half bathrooms sits on an oceanfront setting and offers easy access to all the amenities at Waikoloa Beach Resort.The...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Waikoloa, Hawaii

Spring Special! Live Inspired! Live Kapalua Beautiful Villa! – No Resort Fees

Step into luxury island living at this beautifully upgraded one-level, two-bedroom Golf Villa in the heart of Kapalua Resort. From the moment you walk through the door, pride of ownership is evident in every detail. This corner location villa offers privacy,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Exquisite Condo with an Awesome Ocean View Emerald 289

Maui Kaanapali Villas is located on 11 acres of beautifully landscaped tropical gardens. The beach in front of the property is rated number one on Maui. There are many activities just steps away including snorkeling, swimming and scuba. Check out Castaways restaurant...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Walker's Lanikai Beach House – Historic Oceanfront Retreat

Welcome to Walker's Lanikai Beach House. John Walker, was a Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr....

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Kailua, Hawaii

OCEAN VIEWS* LUXURY AND LOCATION AT HUALALAI RESORT ** TWO GOLF CARTS**

Located in the Award Winning Resort Community of Hualalai Four Seasons.Enjoy the sounds of the ocean serenade, the magic of sunsets, and whale watching during the winter months, from this recently updated garden level Hillside Villa. Appreciate the close proximity to...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Maui Resort Rentals: The Whaler 562 - Fully Renovated 5th Floor Studio, Fantastic Pacific Ocean and Black Rock Views!

Enjoy spectacular views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island Molokai, and the lush West Maui Mountains from this upgraded interior courtyard 5th-floor studio suite at the Whaler in the heart of Kaanapali Beach.Its fully renovated...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Five bedroom log cabin near Waipi'o Valley

The Log Cabin, a licensed 'inn', is located in lush and peaceful Ahualoa, just an 8 minute drive up the mountain from historic Honokaa town. The Log Cabin is a great setting for families, groups, weddings or other special events.You can enjoy a stroll around the yard or...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Honokaa, Hawaii

Breathtaking Sunset Views and Perfect Backyard Pool and BBQ

House sits a right up the hill from downtown which makes for an amazing sunset. The property has a saltwater pool, patio and BBQ. Inside is fully furnished for a comfortable stay. The garage is remodeled and includes a ping pong table, corn hole, darts and full of beach...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Blue Hawaii - Top Floor Lae Nani 334 - Beachfront Condo with AC & WD

Enjoy the best that Kauai has to offer from the comfort of your own top floor Wailua Bay condo! Fall asleep and wake to the sound of the ocean in your king bed and enjoy the oceanfront view from your private 3rd floor deck. This is one of the few units at Lae Nani that...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kapa?a, Hawaii

Superior 1 Bed Bright decor Part ocean view King Bed No risk of zoning change

The Kihei Akahi, opposite Kamaole II Beach Park is a fantastic property for both couples and families. Mere steps from the beach, the property features 2 pools, 2 barbeque and picnic areas, tennis courts, beautifully landscaped gardens, ample parking and onsite...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

1BEDROOM/2BATH Downstairs Condo in Wailea Ekahi Village #46A -- Locally Owned

Retreat and relax in this comfortable, serene, light and airy, completely remodeled unit. This ground floor unit in the quiet, beachfront Wailea Ekahi Village won't ask you to carry your bags up a single step, while still providing a private and open environment....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Luxurious Two bedroom Unit with Panoramic Ocean View in ONE Ala Moana

This luxury corner unit has an epic panorama ocean view with floor-to-ceiling windows on 2 sides of the unit for a spacious feel. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms, 2 baths, and 2 parking stalls directly in front of the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Kolea 8C: 3 BR, 3.5 BA Condominium in Waikoloa, Sleeps 6

Kolea 8C is a three bedroom, three and a half bath penthouse villa with an exquisite ocean and mountain view. It is perfectly situated overlooking the Kolea Beach Club, Anaeho’omalu Bay and Hualalai. The African Mahogany trimmed glass panels that form the lanai doors...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Valley Isle Resort #1110 - Vacation West Maui

Just minutes to Ka'anapali, Napili, and Kapalua, the Valley Isle Resort will give you and your family the fun and relaxation it needs.Great Restaurants and Shopping Within Walking Distance of the ResortDirect Beachfront Accommodations on Kahana BeachFive 18 Hole...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

'Olu'olu by AvantStay | Single-Story Home by Ocean

Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard patio, this modern Hawaiian escape blends style, space, and a beautiful location to give...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waianae, Hawaii

Lokelani B102 – Premium Oceanfront Retreat Steps from the Sand

Experience the Elegance of Oceanfront Living at Lokelani B102 – Your Private Maui EscapeStep into your dream Maui getaway at Lokelani B102, a fully renovated beachfront sanctuary offering uninterrupted panoramic ocean views just steps from your private lanai. Nestled...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Lahaina, Hawaii

OCEANFRONT Cliff house ~ RELAX to the Sound of Waves ~ SPECTACULAR Views

Welcome to Hale Kailani, the 'Sea and Sky House'. Enjoy breathtaking views of the Pacific Ocean, amazing sunrises, occasional lightning storms, year round turtle and spinner dolphins and seasonal humpback whales right off the back lanai. Located just south of Hilo on...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Keaau, Hawaii

Showing 7 of 323 pages.